Phenethylboronic acid
Phenethylboronic acid (CAS: 34420-17-2; Formula: C6H5CH2CH2B(OH)2; MW: 149.98) is an organoboron compound utilised as a versatile building block in organic synthesis. It is particularly valuable for introducing the phenethyl group into molecular structures. Its applications span various cross-coupling reactions and functionalisation strategies, making it a key reagent in the development of new chemical entities and materials.
- IUPAC
- 2-Phenylethaneboronic acid
Suzuki-Miyaura Cross-Coupling
Phenethylboronic acid serves as a coupling partner in Suzuki-Miyaura reactions, enabling the formation of new carbon-carbon bonds with aryl and vinyl halides or triflates. This is a fundamental transformation in synthetic organic chemistry for constructing complex molecules.
Reactions with Diazocarbonyls
This boronic acid participates in reactions with alpha-diazocarbonyl compounds, offering a pathway for specific synthetic elaborations. Such reactions are often employed in the synthesis of heterocyclic compounds or other functionalised organic molecules.
C-H Functionalization
Phenethylboronic acid has been used in studies involving the C-H functionalization of quinones. This highlights its role in advanced synthetic methodologies that directly modify C-H bonds, streamlining synthetic routes.
Cross-Coupling with Amines
It acts as a reactant in cross-coupling reactions with aromatic amines, facilitating the synthesis of phenethylamine derivatives or related structures. This coupling strategy is important for accessing biologically relevant scaffolds.
Arylation and Alkylation
The compound is employed in the arylation and alkylation of diphenylisoxazoles, demonstrating its utility in modifying heterocyclic systems. These reactions contribute to the synthesis of novel compounds with potential applications in medicinal chemistry.
Boronic Ester Stability Studies
Phenethylboronic acid is used in research investigating the hydrolytic stability of boronic esters. Understanding the stability of these derivatives is crucial for their practical application in synthesis and storage.
| Molecular weight | 149.98 |
|---|---|
| Linear formula | C6H5CH2CH2B(OH)2 |
| Application | Reactant involved in:• Suzuki-Miyaura cross-coupling reactions1• Reactions with α-diazocarbonyl compounds2• C-H functionalization of quinones3• Cross-coupling with aromatic amines4• Arylation and alkylation of diphenylisoxazole5Reactant used in studies of the stability of boronic esters to hydrolysis6 |
| Melting point | 76-81 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Phenethylboronic acid used for?
+
Phenethylboronic acid is used as a reactant in various organic synthesis applications, including Suzuki-Miyaura cross-coupling reactions, reactions with α-diazocarbonyl compounds, C-H functionalization of quinones, cross-coupling with aromatic amines, and arylation/alkylation of diphenylisoxazole. It is also used in studies of boronic ester stability.
What are the CAS number and formula for Phenethylboronic acid?
+
The CAS number for Phenethylboronic acid is 34420-17-2, and its linear formula is C6H5CH2CH2B(OH)2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Phenethylboronic acid typically as a research or technical grade chemical. The exact purity and assay are detailed on the product's Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
How should Phenethylboronic acid be handled safely?
+
Phenethylboronic acid requires appropriate safety measures. Personnel should use eyeshields and gloves. Respiratory protection, such as a type N95 (US) or type P1 (EN143) respirator filter, may be necessary. Refer to the Safety Data Sheet for comprehensive handling information.
Is Phenethylboronic acid a controlled substance?
+
Based on the provided data, Phenethylboronic acid is not listed as a controlled substance.
How is Phenethylboronic acid shipped and exported?
+
Tech Serve Solutions is experienced in packing and exporting fine chemicals globally. Specific shipping and export details for Phenethylboronic acid will be provided upon request, adhering to all relevant regulations.
How can I request a quote or sample of Phenethylboronic acid?
+
To request a quote or a sample of Phenethylboronic acid, please contact our sales team through the website or by phone. Our team will be pleased to assist you with your inquiry.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis